HUP0402422A2 - Deuterizált szubsztituált pirazolil-benzolszulfonamid-származékok, az ezeket tartalmazó gyógyászati készítmények és alkalmazásuk - Google Patents

Deuterizált szubsztituált pirazolil-benzolszulfonamid-származékok, az ezeket tartalmazó gyógyászati készítmények és alkalmazásuk Download PDF

Info

Publication number: HUP0402422A2
Authority: HU; Hungary
Prior art keywords: deuterated; methyl group; treatment; independently; tetradeutero
Prior art date: 2001-12-12

Application number

HU0402422A

Other languages

English (en)

Hungarian (hu)

Inventor

Rudolf-Giesbert Alken

Original Assignee

Turicum Drug Development Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2001-12-12

Filing date

2002-12-11

Publication date

2005-03-29

2002-12-11 Application filed by Turicum Drug Development Ag filed Critical Turicum Drug Development Ag

2005-03-29 Publication of HUP0402422A2 publication Critical patent/HUP0402422A2/hu

Links

239000008194 pharmaceutical composition Substances 0.000 title claims description 10
SEQGPXJFALQARU-UHFFFAOYSA-N 1-phenyl-n-(1h-pyrazol-5-yl)methanesulfonamide Chemical class C1=CNN=C1NS(=O)(=O)CC1=CC=CC=C1 SEQGPXJFALQARU-UHFFFAOYSA-N 0.000 title 1
HMDUADNDMXESSJ-UHFFFAOYSA-N 2-(1h-pyrazol-5-yl)benzenesulfonamide Chemical class NS(=O)(=O)C1=CC=CC=C1C1=CC=NN1 HMDUADNDMXESSJ-UHFFFAOYSA-N 0.000 claims abstract description 30
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 26
238000002360 preparation method Methods 0.000 claims abstract description 24
150000001875 compounds Chemical class 0.000 claims abstract description 18
150000003839 salts Chemical class 0.000 claims abstract description 16
208000002193 Pain Diseases 0.000 claims abstract description 14
201000008482 osteoarthritis Diseases 0.000 claims abstract description 8
208000024891 symptom Diseases 0.000 claims abstract description 8
208000005298 acute pain Diseases 0.000 claims abstract description 7
230000002265 prevention Effects 0.000 claims abstract description 7
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 17
229910052805 deuterium Inorganic materials 0.000 claims description 17
208000009956 adenocarcinoma Diseases 0.000 claims description 14
239000000203 mixture Substances 0.000 claims description 13
206010013935 Dysmenorrhoea Diseases 0.000 claims description 9
210000001072 colon Anatomy 0.000 claims description 7
239000000546 pharmaceutical excipient Substances 0.000 claims description 7
208000015768 polyposis Diseases 0.000 claims description 7
206010039073 rheumatoid arthritis Diseases 0.000 claims description 7
208000005171 Dysmenorrhea Diseases 0.000 claims description 6
-1 2,3,5,6-Tetradeutero-4-[5-(4-trideuteromethylphenyl)-3-trifluoromethylpyrazol-1-yl]benzenesulfonamide Chemical compound 0.000 claims description 4
206010028980 Neoplasm Diseases 0.000 claims description 4
RZEKVGVHFLEQIL-NHNJRVLXSA-N 2,3,5,6-tetradeuterio-4-[5-(2,3,5,6-tetradeuterio-4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound [2H]C1=C(C)C([2H])=C([2H])C(C=2N(N=C(C=2)C(F)(F)F)C=2C(=C([2H])C(=C([2H])C=2[2H])S(N)(=O)=O)[2H])=C1[2H] RZEKVGVHFLEQIL-NHNJRVLXSA-N 0.000 claims description 2
RZEKVGVHFLEQIL-YKVCKAMESA-N 2,3,5,6-tetradeuterio-4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound [2H]C1=C([2H])C(S(N)(=O)=O)=C([2H])C([2H])=C1N1C(C=2C=CC(C)=CC=2)=CC(C(F)(F)F)=N1 RZEKVGVHFLEQIL-YKVCKAMESA-N 0.000 claims description 2
RZEKVGVHFLEQIL-QFFDRWTDSA-N 4-[5-(2,3,5,6-tetradeuterio-4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound [2H]C1=C(C)C([2H])=C([2H])C(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1[2H] RZEKVGVHFLEQIL-QFFDRWTDSA-N 0.000 claims description 2
RZEKVGVHFLEQIL-AAYPNNLASA-N 4-[5-[2,3,5,6-tetradeuterio-4-(trideuteriomethyl)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound [2H]C1=C([2H])C(C([2H])([2H])[2H])=C([2H])C([2H])=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-AAYPNNLASA-N 0.000 claims description 2
RZEKVGVHFLEQIL-FIBGUPNXSA-N 4-[5-[4-(trideuteriomethyl)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C([2H])([2H])[2H])=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-FIBGUPNXSA-N 0.000 claims description 2
239000000654 additive Substances 0.000 claims description 2
RZEKVGVHFLEQIL-BDBLEBTOSA-N 2,3,5,6-tetradeuterio-4-[5-[2,3,5,6-tetradeuterio-4-(trideuteriomethyl)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound [2H]C1=C([2H])C(C([2H])([2H])[2H])=C([2H])C([2H])=C1C1=CC(C(F)(F)F)=NN1C1=C([2H])C([2H])=C(S(N)(=O)=O)C([2H])=C1[2H] RZEKVGVHFLEQIL-BDBLEBTOSA-N 0.000 claims 1
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VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
239000007884 disintegrant Substances 0.000 description 1
238000009826 distribution Methods 0.000 description 1
239000003623 enhancer Substances 0.000 description 1
239000003925 fat Substances 0.000 description 1
238000011049 filling Methods 0.000 description 1
239000007941 film coated tablet Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000013355 food flavoring agent Nutrition 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
235000011087 fumaric acid Nutrition 0.000 description 1
239000000499 gel Substances 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000007903 gelatin capsule Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000007918 intramuscular administration Methods 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000001630 malic acid Substances 0.000 description 1
235000011090 malic acid Nutrition 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
230000005906 menstruation Effects 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
229940124531 pharmaceutical excipient Drugs 0.000 description 1
OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical class OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
239000006187 pill Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229940075065 polyvinyl acetate Drugs 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000004208 shellac Substances 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
235000010215 titanium dioxide Nutrition 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
150000003613 toluenes Chemical class 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
235000012141 vanillin Nutrition 0.000 description 1
MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical group COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
Rheumatology (AREA)
Pain & Pain Management (AREA)
Immunology (AREA)
Orthopedic Medicine & Surgery (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Physical Education & Sports Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

HU0402422A 2001-12-12 2002-12-11 Deuterizált szubsztituált pirazolil-benzolszulfonamid-származékok, az ezeket tartalmazó gyógyászati készítmények és alkalmazásuk HUP0402422A2 (hu)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE10162121A DE10162121A1 (de)	2001-12-12	2001-12-12	Deuterierte substituierte Pyrazolyl-Benzolsulfonamide sowie diese Verbindungen enthaltende Arzneimittel
PCT/DE2002/004600 WO2003050091A1 (de)	2001-12-12	2002-12-11	Deuterierte substituierte pyrazolyl-benzolsulfonamide sowie diese verbindungen enthaltende arzneimittel

Publications (1)

Publication Number	Publication Date
HUP0402422A2 true HUP0402422A2 (hu)	2005-03-29

Family

ID=7709640

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HU0402422A HUP0402422A2 (hu)	2001-12-12	2002-12-11	Deuterizált szubsztituált pirazolil-benzolszulfonamid-származékok, az ezeket tartalmazó gyógyászati készítmények és alkalmazásuk

Country Status (14)

Country	Link
US (1)	US20050222238A1 (de)
EP (1)	EP1456179A1 (de)
JP (1)	JP2005516009A (de)
CN (1)	CN1612863A (de)
AU (1)	AU2002357973A1 (de)
CA (1)	CA2471743A1 (de)
DE (1)	DE10162121A1 (de)
HU (1)	HUP0402422A2 (de)
IL (1)	IL162432A0 (de)
IS (1)	IS7304A (de)
NO (1)	NO20042906L (de)
PL (1)	PL370563A1 (de)
RU (1)	RU2004121033A (de)
WO (1)	WO2003050091A1 (de)

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CA2615670C (en) *	2005-07-26	2015-01-20	Nycomed Gmbh	Isotopically substituted proton pump inhibitors
JP5289951B2 (ja) *	2005-07-26	2013-09-11	タケダゲゼルシャフトミットベシュレンクテルハフツング	同位体置換されたパントプラゾール
US7601737B2 (en) *	2005-07-26	2009-10-13	Nycomed Gmbh	Isotopically substituted proton pump inhibitors
US7598273B2 (en) *	2005-10-06	2009-10-06	Auspex Pharmaceuticals, Inc	Inhibitors of the gastric H+, K+-ATPase with enhanced therapeutic properties
US20070287734A1 (en) *	2006-06-09	2007-12-13	Auspex Pharmaceuticals, Inc.	Preparation and utility of substituted pyrazole compounds with cannabinoid receptor activity
WO2008070619A1 (en) *	2006-12-04	2008-06-12	Auspex Pharmaceuticals, Inc.	Deuterated oxazolidinones and their use as antibiotics
EP2121572A2 (de) *	2006-12-08	2009-11-25	Auspex Pharmaceuticals Inc.	Herstellung und verwendung substituierter allylamine
US20080299216A1 (en) *	2007-06-01	2008-12-04	Protia, Llc	Deuterium-enriched aripiprazole
US20090209608A1 (en) *	2007-08-29	2009-08-20	Protia, Llc	Deuterium-enriched asenapine
US20090062364A1 (en) *	2007-08-29	2009-03-05	Protia, Llc	Deuterium-enriched celecoxib
US20090062185A1 (en) *	2007-08-29	2009-03-05	Protia, Llc	Deuterium-enriched anidulafungin
US20090069219A1 (en) *	2007-09-09	2009-03-12	Protia, Llc	Deuterium-enriched telavancin
US20090076158A1 (en) *	2007-09-13	2009-03-19	Protia, Llc	Deuterium-enriched bicalutamide
US20090075870A1 (en) *	2007-09-17	2009-03-19	Protia, Llc	Deuterium-enriched caspofungin
US20090082419A1 (en) *	2007-09-26	2009-03-26	Protia, Llc	Deuterium-enriched tegaserod
US20100120756A1 (en) *	2008-09-17	2010-05-13	Auspex Pharmaceuticals, Inc.	Phenothiazine modulators of h1 receptors
US8227451B2 (en) *	2008-11-12	2012-07-24	Auspex Pharmaceuticals	Phenylacetic acid inhibitors of cyclooxygenase
AR075584A1 (es)	2009-02-27	2011-04-20	Intermune Inc	COMPOSICIONES TERAPEUTICAS QUE COMPRENDEN beta-D-2'-DESOXI-2'-FLUORO-2'-C-METILCITIDINA Y UN DERIVADO DE ACIDO ISOINDOL CARBOXILICO Y SUS USOS. COMPUESTO.
US20120244122A1 (en) *	2009-05-28	2012-09-27	Masse Craig E	Peptides for the Treatment of HCV Infections
MX2012003171A (es) *	2009-09-28	2012-04-11	Hoffmann La Roche	Novedosos inhibidores macrociclicos de la replicacion del virus de hepatitis c.
US20150031768A1 (en) *	2011-08-19	2015-01-29	The Trustees Of Princeton University	C-halogen bond formation
ES2893621T3 (es)	2013-12-03	2022-02-09	Intra Cellular Therapies Inc	Métodos para el tratamiento de los síntomas residuales de la esquizofrenia
JP2017509686A (ja)	2014-04-04	2017-04-06	イントラ−セルラー・セラピーズ・インコーポレイテッドＩｎｔｒａ−ＣｅｌｌｕｌａｒＴｈｅｒａｐｉｅｓ，Ｉｎｃ．	有機化合物
IL297676B2 (en)	2016-03-25	2023-12-01	Intra Cellular Therapies Inc	A sustained-release or delayed-release pharmaceutical composition comprising a deuterated compound
JP7013454B2 (ja)	2016-10-12	2022-02-15	イントラ－セルラー・セラピーズ・インコーポレイテッド	アモルファス固体分散体
MX395214B (es)	2017-03-24	2025-03-25	Intra Cellular Therapies Inc	Composiciones novedosas y metodos
WO2020047241A1 (en)	2018-08-29	2020-03-05	Intra-Cellular Therapies, Inc.	Novel compositions and methods
MX2021002322A (es)	2018-08-31	2021-04-28	Intra Cellular Therapies Inc	Nuevos metodos.
CN112584838A (zh)	2018-08-31	2021-03-30	细胞内治疗公司	新方法
AU2020311894A1 (en)	2019-07-07	2022-01-27	Intra-Cellular Therapies, Inc.	Novel methods
JP7414981B2 (ja) *	2020-12-28	2024-01-16	中以海▲徳▼人工智能▲薬▼物研▲発▼股▲ふん▼有限公司	ウイルス性肝炎を治療又は予防するための薬物組成物及びその応用

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DK0924201T3 (da) *	1993-11-30	2002-05-21	Searle & Co	Tricyclisk substitueret pyrazolylbenzensulfonamider og deres anvendelse som cyclooxygenase II-inhibitorer
US5466823A (en) *	1993-11-30	1995-11-14	G.D. Searle & Co.	Substituted pyrazolyl benzenesulfonamides
EP1104760B1 (de) *	1999-12-03	2003-03-12	Pfizer Products Inc.	Sulfamoylheteroarylpyrazolverbindungen zur Verwendung als analgetisches/entzündungshemmendes Mittel

2001
- 2001-12-12 DE DE10162121A patent/DE10162121A1/de not_active Withdrawn
2002
- 2002-12-11 AU AU2002357973A patent/AU2002357973A1/en not_active Abandoned
- 2002-12-11 RU RU2004121033/04A patent/RU2004121033A/ru not_active Application Discontinuation
- 2002-12-11 US US10/498,708 patent/US20050222238A1/en not_active Abandoned
- 2002-12-11 JP JP2003551116A patent/JP2005516009A/ja active Pending
- 2002-12-11 EP EP02791628A patent/EP1456179A1/de not_active Withdrawn
- 2002-12-11 PL PL02370563A patent/PL370563A1/xx not_active Application Discontinuation
- 2002-12-11 HU HU0402422A patent/HUP0402422A2/hu unknown
- 2002-12-11 CN CNA028268423A patent/CN1612863A/zh active Pending
- 2002-12-11 CA CA002471743A patent/CA2471743A1/en not_active Abandoned
- 2002-12-11 WO PCT/DE2002/004600 patent/WO2003050091A1/de not_active Application Discontinuation
- 2002-12-11 IL IL16243202A patent/IL162432A0/xx unknown
2004
- 2004-06-10 IS IS7304A patent/IS7304A/is unknown
- 2004-07-09 NO NO20042906A patent/NO20042906L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
CN1612863A (zh)	2005-05-04
IL162432A0 (en)	2005-11-20
WO2003050091A1 (de)	2003-06-19
RU2004121033A (ru)	2006-01-10
AU2002357973A1 (en)	2003-06-23
US20050222238A1 (en)	2005-10-06
PL370563A1 (en)	2005-05-30
CA2471743A1 (en)	2003-06-19
DE10162121A1 (de)	2003-06-18
IS7304A (is)	2004-06-10
JP2005516009A (ja)	2005-06-02
EP1456179A1 (de)	2004-09-15
NO20042906L (no)	2004-07-09

Publication	Publication Date	Title
HUP0402422A2 (hu)	2005-03-29	Deuterizált szubsztituált pirazolil-benzolszulfonamid-származékok, az ezeket tartalmazó gyógyászati készítmények és alkalmazásuk
ES2212192T3 (es)	2004-07-16	Derivados de pirazol, su preparacion y su uso en medicamentos.
US7435748B2 (en)	2008-10-14	Gamma-secretase inhibitors
US7452899B2 (en)	2008-11-18	Gamma-secretase inhibitors
CA2680246C (en)	2012-03-20	Piperazinyl-propyl-pyrazole derivatives as dopamine d4 receptor antagonists, and pharmaceutical compositions containing the same
TW200817406A (en)	2008-04-16	Imidazole amines as inhibitors of β-secretase
US7317039B2 (en)	2008-01-08	Deuterated substituted dihydrofuranones and medicaments containing these compounds
CA2527192C (fr)	2013-04-09	Nouveaux derives d'imidazoles, leur preparation et leur utilisation en tant que medicament
TW200845963A (en)	2008-12-01	Compounds with a combination of cannabinoid-CB1 antagonism and serotonin reuptake inhibition
HUE025268T2 (en)	2016-02-29	Benzophenone thiazole derivatives for inhibiting microtubule formation and a method for their preparation
HU214337B (hu)	1998-03-02	Eljárás 1,3,4-tiadiazin-2-on-származékok és az azokat tartalmazó gyógyszer készítmények előállítására
US5401762A (en)	1995-03-28	Aminoalkyl-substituted thiazolin-2-ones, the preparation and use thereof
TW200948798A (en)	2009-12-01	(5R)-1, 5-diaryl-4, 5-dihydro-1H-pyrazole-3-carboxamidine derivatives having CB1-antagonistic activity
JPS58501124A (ja)	1983-07-14	フエニルアルキルオキシランカルボン酸、その製法、その使用及びそれを含有する医薬品
HUT59085A (en)	1992-04-28	Process for producing new cyclodextrine inclusion-complexes and pharmaceutical compositions containing them
IE41667B1 (en)	1980-02-27	Substituted phenylpiperazine compounds and pharmaceutical uses thereof
DE3343671A1 (de)	1985-06-20	Aminopropanolderivate von substituierten 2-hydroxy-propiophenonen, verfahren zu ihrer herstellung und diese enthaltende therapeutische mittel
DE2818999A1 (de)	1979-11-15	Aminoderivate von 3-alkyl-5-(2- hydroxystyryl)-isoxazolen
DE2943406A1 (de)	1981-05-07	Aminoderivate des 2-methyl-5-(2-hydroxystyryl)-1,3,4-thiadiazols
JPH1081673A (ja)	1998-03-31	複素環誘導体、及びそれを含有する制癌剤
HUT59107A (en)	1992-04-28	Process for producing new 4(5)-imidazole derivatives having aromatase inhibiting activity and pharmaceutical compositions comprising same as active ingredient
HUP0202907A2 (hu)	2003-06-28	Eljárás 2-(4-alkil-1-piperazinil)-benzaldehid- és -benzilidenil vegyületek előállítására
NZ201795A (en)	1985-08-16	Anilino-1,2,3-triazole derivatives and pharmaceutical compositions
JPH06506920A (ja)	1994-08-04	１，３，４−トリ置換ピペリジン誘導体、その製造及び使用
JPS635089A (ja)	1988-01-11	１，４−ジヒドロピリジン誘導体、その製造方法及びその化合物を含有する医薬

Legal Events

Date	Code	Title	Description
2006-08-28	FD9A	Lapse of provisional protection due to non-payment of fees